AI Trip Planner
Plan a trip with
credit card points
Pick origin + destination + month → see best award flights, top hotels bookable on points, attractions, signature events, and the cards whose welcome bonus would cover the trip. 41 US origin airports, no bank link required.
US
Boston, MA
Freedom Trail, Harvard / MIT, Fenway Park, fall foliage walks
Pay in cash
$3,200
$200 flight + $3,000 hotel
Pay with points
187,000 pts
+ $30 taxes & fees
Best card for this trip
Chase World of Hyatt
60K bonus = 1.7 nights at XV Beacon + free night cert
Weather in June
☀️ Peak season — ideal time to visit
Air temp
62°–76°F
17°–24°C
Rainfall
low
Crowds
Peak
Warm, ideal weather
Flights — JFK → BOS
EconomyChase Ultimate Rewards
via Southwest Rapid Rewards
JFK → BOS — check direct flights from JFK. Chase UR → Southwest LGA-BOS
8K/12K/18K
roundtrip · Wanna Get Away (dynamic)
+ $30 taxes
JetBlue TrueBlue
JFK → BOS — check direct flights from JFK. JetBlue (or Amtrak Acela alternative)
12,000
roundtrip
+ $20 taxes
Top hotels for your points
Picked for best points value — Hyatt has the only fixed award chart left in major US hotels, so your points stretch the furthest here. Tap each option below for why it stands out.
XV Beacon
Hyatt·Boutique luxuryCat 6 Unbound — Beacon Hill boutique.
25K/30K/35K
off / std / peak · Hyatt Cat 7
$600/night cash
5 nights = 175,000 pts (~$3,000 value)
Hyatt Regency Boston
Hyatt·Central, transitCat 4 — downtown near Boston Common.
17K/20K/23K
off / std / peak · Hyatt Cat 5
$320/night cash
5 nights = 100,000 pts (~$1,600 value)
Hyatt Centric Faneuil Hall Boston
Hyatt·Historic walkableCat 5 — boutique near Faneuil Hall + harbor.
21K/25K/29K
off / std / peak · Hyatt Cat 6
$380/night cash
5 nights = 125,000 pts (~$1,900 value)
Hyatt Place Boston / Downtown
Hyatt·Budget, near AmtrakCat 5 — South Station, includes breakfast.
21K/25K/29K
off / std / peak · Hyatt Cat 6
$280/night cash
5 nights = 125,000 pts (~$1,400 value)
Trip Strategy — open these cards and the trip is mostly free
Open Sapphire Preferred + World of Hyatt. XV Beacon (Hyatt Unbound Cat 6) — combined bonuses cover 4 nights + JetBlue/SW flight.
Your out-of-pocket budget for this trip
🚗 T subway + walking — best in New England · vs. $3,200 full cash trip
What to see & do in Boston, MA
Freedom Trail
Sight2.5-mile red-brick line connecting 16 Revolutionary War sites. Self-guided or tour.
Harvard + MIT (Cambridge)
Day tripWalk Harvard Yard; tour MIT campus + Stata Center. Red Line from downtown.
Fenway Park
SightOldest MLB park (1912). Game, tour, or Green Monster seats. Iconic.
Faneuil Hall + Quincy Market
Neighborhood1742 marketplace + food hall + cobblestones. Tourist hub, but classic.
North End
NeighborhoodItalian neighborhood with 100+ restaurants in 1 sq mile. Mike's Pastry or Modern.
Boston Public Garden + Common
SightAmerica's first public botanical garden + Swan Boats (Apr-Sep).
Events to know about
- Apr
Boston Marathon
Patriot's Day (3rd Monday of April) — world's oldest annual marathon.
- Jul
4th of July on the Esplanade
Boston Pops concert + massive fireworks over Charles River.
- Oct
Head of the Charles Regatta
Late October — world's largest 2-day rowing event.
- Mar
Saint Patrick's Day Parade
South Boston — one of largest in the US.